Imidazoles-derivatives

Related Products of 693-98-1, These common heterocyclic compound, 693-98-1, name is 2-Methyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-Methylimidazole (21) (925 mg, 11.27 mmol) was dissolved in THF (40 mL), cooled to 0 C and sodium hydride 60% in mineral oil (500 mg, 12.50 mmol) was added portion wise over 5 min. After 30 min of stirring at 0 C, 2-(trimethylsilyl)ethoxymethyl chloride (2.00 mL, 11.30 mmol) was added dropwise and the mixture was stirred at rt for 18 h. Purification by flash chromatography (SiO2, n-hexane/EtOAc 90:10 to 60:40) afforded 22 as a clear oil (2.30 g, 96%). 1H NMR (300 MHz, CDCl3) delta 0.02 (s, 9H),0.82e0.95 (m, 2H), 2.43 (s, 3H), 3.39-3.53 (m, 2H), 5.18 (s, 2H), 6.90(s, 2H).

The synthetic route of 693-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heider, Fabian; Ansideri, Francesco; Tesch, Roberta; Pantsar, Tatu; Haun, Urs; Doering, Eva; Kudolo, Mark; Poso, Antti; Albrecht, Wolfgang; Laufer, Stefan A.; Koch, Pierre; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 309 – 329;,
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Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of Imidazole-4-carbaldehyde

In the step (1) the resulting 1 H – imidazole -4 – formaldehyde reaction solution (0.229 muM) stirring cooling to 25 C, slowly adding hydroxylamine hydrochloride 19.1 g (0.275 muM), 1 H – imidazole -4 – formaldehyde, hydroxylamine hydrochloride in a molar ratio of 1: 1.2, temperature control 30 C, room temperature thermal insulation 2 hours, through the desolvation, shall be viscous […] 4 – a hydroxyimino imidazole (0.227 muM), yield 99%, direct synthesis of the next step.

The synthetic route of Imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dalian Qikai Pharmaceutical Technology Co., Ltd.; Han Xiaodong; Zhang Hongxue; Jiang Dianping; (6 pag.)CN109336820; (2019); A;,
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Synthetic Route of 104619-51-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-hydrazinylpyridine (5.2 g, 47.6mmol) in THF (70 ml) was added di(1H-imidazol-1-yl)methanimine (7.8 g, 48.4 mmol). The mixture was heated to reflux overnight. The crude mixture was evaporated and purifiedon a Biotage silica gel column (0-25%, methanol-methylenechloride) collecting the purple-colored spot, [1,2,4]triazolo[4,3-a]pyridine-3-amine (4.7 g, 35 mmol, 73.5%).

The chemical industry reduces the impact on the environment during synthesis Di(1H-imidazol-1-yl)methanimine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16681-56-4, name is 2-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H3BrN2

I -((2S,3R,4R)-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylamino)-6-(4 ,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-3,4-dihydroq uinolin- I (2H)-yl)ethanone (for a preparation see Intermediate 388, 51mg, 0.114 mmol), 2-bromo-IH-imidazole (33.4 mg, 0.227 mmol), potassium carbonate (47.2 mg,0.341 mmol) and PdCI2(PPh3)2 (15.97 mg, 0.023 mmol) were combined in a mixture of I ,4-dioxane(2 mL) and water (0.667 mL) and heated in the microwave reactor at 120 C for I h. The reactionmixture was diluted with EtOAc (25 mL) and water (25 mL). The mixture was run through a 2.5 gcelite cartridge and the layers were separated. The aqueous phase was washed with EtOAc (2x25mL). The organic extracts were dried by passing through a hydrophobic frit and the solvent evaporated in vacuo to give the crude (86 mg). Purification was undertaken by flash column chromatograhpy. The crude material was loaded onto a 10 g silica column and eluted using a graduating solvent system of 0-15% methanol in DCM. Appropriate fractions were combined and thesolvent removed in vacuo to give the product (15.5 mg) as a clear oil.LCMS (2 mm Formic): Rt = 0.56 mi [MH] = 389.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16681-56-4.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
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Synthetic Route of 6775-40-2, The chemical industry reduces the impact on the environment during synthesis 6775-40-2, name is 5-Phenyl-1H-imidazol-2-amine, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution ofaldehyde (1 mmol), amine (1 mmol), CCl3CN (2 mmol) in PEG-400 (5mL) at 0 oC, a solution of H2O2 (30%) (3mmol)was added drop wise. Then the reaction mixture was stirred at room temperature for 8-12 h. After completion ofthe reaction (monitored by TLC), the reaction mixture was poured into ice water (50 mL). The solid obtained wasfiltered, washed with water and crude product was purified by column chromatography (silica gel, 60-120 mesh)using hexane/ethylacetate (6:4) as eluent.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Phenyl-1H-imidazol-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gaddam, Lakshmi Teja; Thata, Sreenivasulu; Adivireddy, Padmaja; Venkatapuram, Padmavathi; Arkivoc; vol. 2019; 6; (2019);,
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Electric Literature of 3012-80-4,Some common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, molecular formula is C9H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Benzimidazole 1 or 2 (1 mmol)was added to the mixture of TfOH (1 mL) or H2SO4 (2 mL) and arene (2-18 mmol). Reactionmixture was stirred at room temperature for the time as indicated in Table 3 or Scheme 2. Themixture was poured into ice water (30 mL). After extraction with CH2Cl2 (3 ¡Á 30 mL), thecombined extracts were consequently washed with water (50 mL), saturated aqueous solution ofNa2CO3 (30 mL), water (50 mL), dried with anhydrous Na2SO4 and evaporated in vacuo to givecrude products, which was subjected to chromatographic separation on silica gel using petroleumether/diethyl ether as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, its application will become more common.

Reference:
Article; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7757-21-3, name is (1H-Benzo[d]imidazol-2-yl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 7757-21-3

A solution of 4-bromo-2-iluoropyridine (17.6 mg, 0.1 mmol), (IH- benzo[d]imidazol-2~yl)methanamine HCl salt (2.6.4 mg, 0.12 mmol), cesium carbonate (0.25 mmol) in DMF (1.0 mL) was microwave irradiated at 90 C for lOmin. The solvent wras then removed under vacuum. The residue was dissolved in EtOAc (25 mL), filtered. The organic layer was washed with brine (25 mL), dried and concentrated under vacuum. Purification by chromatography afforded the N-((l H-benzo[d]imidazol-2-yl)methyl)-4-bromopyridin-2- amine.

The synthetic route of 7757-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
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Imidazole | C3H4N2 – PubChem

Reference of 3034-50-2, A common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, molecular formula is C4H4N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 33: 1 -trityl-1 H-imidazole-4-carbaldehydeTo a solution of 1W-imidazole-4-carbaldehyde {30.0 g, 0.30 mol) in DMF (200 mL) was added Et3N (70 mL, 0.375 mol) under ice bath, and then Trt-CI (105 g, 0.375 mol) was added in portions and the mixture stirred at RT overnight. The mixture was evaporated in vacuo and the residue was washed with anhydrous Et2O (4 x 50 mL), and the resulting precipitate was dried to yield the title compound (100 g, 100%) as a yellow solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4096; (2008); A1;,
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Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H4N2

General procedure: A homogenous mixture of the reagent CTMATB (2 mmol) and substrate 1-9 (2 mmol) were taken in 1:1 ratio in a 50 mL round bottomed flask equipped with reflux condenser in the microwave reactor. 10 mL H2O was added to the mixture and stirred thoroughly. The reaction mixture was placed inside the microwave reactor. The reactor was switched on and kept at a controlled power of P-7 which corresponds to 595 W. Reaction temperature was recorded using the flexible temperature probe attached to the microwave reactor, immediately after the completion of the reaction, and was found to be 90 C. The progress of the reaction was monitored by TLC on silica gel HF254 using ethyl acetate-hexane solvent system (volume ratio varied for different substrates). After completion of the reaction, the product was extracted with 10 mL (2¡Á) ethyl acetate and washed with 5 mL (2¡Á) sodium bicarbonate solution. The crude product thus obtained was subjected to column chromatography over a pad of silica gel using ethyl acetate-hexane solvent system (volume ratio varied for different substrates) to obtain the desired products 1a-9a.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 288-32-4.

Reference:
Article; Longkumer, Naruti; Richa, Kikoleho; Karmaker, Rituparna; Kuotsu, Visekhonuo; Supong, Aola; Jamir, Latonglila; Bharali, Pranjal; Sinha, Upasana Bora; Acta Chimica Slovenica; vol. 66; 2; (2019); p. 276 – 283;,
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Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C10H8N2O

A mixture of malonitrile (60.0 mg, 0.9 mmol) and 4-(1H-imidazol-1-yl)benzaldehyde (155.0 mg, 0.9 mmol) in anhydrous ethanol ( 4.0 mL) was charged with N-methylmorpholine (0.1 mL, 0.9 mmol) for 2 minutes. To the mixture was added 3-cyclopentyl-1-methyl-1H- pyrazol-5(4H)-one (150.0 mg, 0.9 mmol) in one portion at room temperature. The reaction mixture was stirred at room temperature for 48 hrs. The suspension was filtered under vacuum and off white solid was obtained. The solid was gently washed with hexanes (20 mL) and chilled ethanol (10 mL) and further dried under high vacuum to provide compound 18 as an off white solid (246 mg, 70%).1H NMR (400 MHz, DMSO-d6) delta (ppm): 8.24 (s, 1H), 7.73 (s, 1H), 7.59 (d, J = 8.0 Hz, 2H), 7.30 (d, J = 8.0 Hz, 2H), 7.10-7.08 (d, J = 8.0 Hz, 3H), 4.67 (s, 1H), 3.63 (s, 3H), 2.48 (m, 1H), 1.76-1.28 (m, 8H). MS (ESI): Calcd for C25H18N6O2: 386, found: 387 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; YU, Chengzhi; POLAT, Tulay; YAN, Chao; RABIZADEH, Shahrooz; THEODORESCU, Daniel; (108 pag.)WO2016/205460; (2016); A1;,
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Imidazole | C3H4N2 – PubChem